Wealth and health are converging — and two entrepreneurs who spotted major trends before they went mainstream are betting big on it. Homer Smith sits down with Ajay Gupta, a veteran wealth manager who spent decades advising ultra-high-net-worth families and now runs the joint family office for Tony Robbins, and Sam Nazarian, the hospitality innovator behind SLS, Mondrian, Delano, and other brands that redefined lifestyle travel before selling his company in 2019.

Both built their careers on seeing shifts early, and both arrived at the same conclusion from opposite directions: longevity is becoming as central to how successful people plan their futures as their net worth. Ajay traces his own wake-up call — ignoring physicals while building his business, then being told by Robbins he wasn't "retiring," he was "rewiring" — and how that reframed his focus toward "quality time remaining" rather than just wealth accumulation. Sam shares how his own health scare (an aneurysm caught through full-body diagnostics) reshaped his next chapter: The Estate, a luxury hospitality and residential brand built around integrated longevity, functional medicine, and human performance, now with over $4 billion in real estate underway from Saudi Arabia to South Florida to Montenegro.

The conversation covers why younger generations (Gen Z) are already health-obsessed, the biomarkers Ajay and Sam personally track (cholesterol, A1C, inflammation, sleep scores), why family offices are increasingly outsourcing longevity expertise alongside legal and tax advisors, and the first moves they'd recommend to a 50-year-old entrepreneur after a major exit: better sleep, a trainer, and full diagnostic baselines. They close on what a truly successful life looks like when health, wealth, and purpose converge — and why human connection, not just biomarkers, may be the most underrated longevity lever of all.

• Why "QTR" (quality time remaining) is replacing pure wealth accumulation as the goal
• Sam Nazarian's pivot from SBE to The Estate: luxury hospitality built around functional medicine
• The $6.8 trillion wellness market and its 17–20% annual growth
• Biomarkers worth tracking: cholesterol/plaque, A1C, inflammation, sleep data
• Whether family offices will soon staff longevity specialists like they do legal/tax advisors
• The Estate's global pipeline: Saudi Arabia, El Salvador, South Florida, Montenegro
• Why human interaction may be the most important "non-medical" longevity factor